590

Olde Cypress Homes

Section Image Section Image
  • /33

    $1,995,000

    • 4 Beds
    • 4 Baths
    • 3,663 Sq Ft

    2721 Olde Cypress Dr, Naples, FL 34119

    This beautifuly appointed home offers luxury and comfort with its spacious light filled floor plan, designed both for every day living and entertaining in one of the most desirable Napes's neiborhoods. The community offers impressive country club lifestyle with golf, tennis, piclkeball, fitness dining and social amenities. Ideally situated in North Naples, close to Gulf Beachs, Upscale shopping

    Agent Photo

    Lidija Bizimoski

    RE/MAX Direct

    2721 Olde Cypress Dr, Naples, FL 34119
  • /45

    $14,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,651 Sq Ft
    • House for Rent

    7352 Lantana Way, Naples, FL 34119

    Turnkey Ruffino II model. This 3BR plus a den 2.5BA Lakefront Southern Exposure Pool home has it all. Spacious floor plan with high end fixtures accent the custom designed ceilings with dramatic double crown molding encased within the double coffered ceilings. Upgraded Kitchen Cabinetry with Granite Countertops, and Stainless steel appliances, and impact windows throughout the home. High end

    Mixy Zaitlik Coldwell Banker Realty

    7352 Lantana Way, Naples, FL 34119
  • /47

    $1,590,000

    Sold Apr 06, 2026

    7262 Lantana Cir, Naples, FL 34119

    • 3 Beds
    • 3.5 Baths
    • 3,016 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Below List Price
    • $527/SF
    • 6 Days On Market

    Current Estimated Value $1,574,624

    Last Listing Agent Willie Miranda Premiere Plus Realty Company

    7262 Lantana Cir, Naples, FL 34119
    • /29

      Est $899,308

      Not Listed For Sale

      7383 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 2 Baths
      • 1,796 Sq Ft
      • Built 2014
      7383 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 74 Days On Market

      Last Listing Agent Daniel & Marlene Jackson MDM Naples Real Estate LLC

  • /40

    $1,669,900

    $2M PRICE INCREASE
    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft

    3137 Terramar Dr, Naples, FL 34119

    Comfort and craftsmanship await you in this North Naples' distinguished, low-density community of Olde Cypress. Offering 3,255 square feet of beautifully curated living space, this custom residence features 4 bedrooms, 3 full bathrooms, a 3-car garage, and a newer roof. The updated gourmet eat-in kitchen boasts an oversized quartz counter-height island, top-tier finishes, and newer appliances.

    Pamela Schultz Downing Frye Realty Inc.

    3137 Terramar Dr, Naples, FL 34119
  • /24

    $16,500 Per Month

    • 3 Beds
    • 3 Baths
    • 2,974 Sq Ft
    • House for Rent

    3124 Strada Bella Ct, Naples, FL 34119

    Nestled on a private, tree-lined cul-de-sac in the exclusive Strada Bella enclave of Olde Cypress, this refined retreat delivers sophisticated privacy and effortless elegance. HOA Requires a 60 day minimum rental period.Three roomy bedrooms, each with its own full bath, sit in separate wings of the house so guests can really have some quiet and privacy. The center of the home is a bright,

    Shawn Cassel Woodruff Property Management

    3124 Strada Bella Ct, Naples, FL 34119
  • /44

    $860,000

    Sold Jul 31, 2026

    7347 Lantana Cir, Naples, FL 34119

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft
    • Built 2013

    Last Sold Summary

    • 2% Below List Price
    • $475/SF
    • 24 Days On Market

    Current Estimated Value $861,541

    Last Listing Agent Willie Miranda Premiere Plus Realty Company

    7347 Lantana Cir, Naples, FL 34119
    • /29

      Est $1,501,732

      Not Listed For Sale

      7329 Lantana Way, Naples, FL 34119

      • 4 Beds
      • 3.5 Baths
      • 3,158 Sq Ft
      • Built 2015
      7329 Lantana Way, Naples, FL 34119

      Last Sold Summary

      • 236 Days On Market

      Last Listing Agent Dante DiSabato William Raveis Real Estate

  • /20

    $630,000

    • 2 Beds
    • 2 Baths
    • 1,783 Sq Ft

    3134 Santorini Ct, Naples, FL 34119

    FRESHLY UPDATED & READY TO IMPRESS. Welcome to 3134 Santorini Ct, a beautifully refreshed 2-bedroom + den, 2-bath villa with a private screened pool in the gated Santorini enclave of Olde Cypress. Recently transformed with High-End LVP Flooring throughout and a complete interior repaint in Sherwin-Williams Greek Villa, this home now offers the fresh, light and sophisticated feel today’s Naples

    Robert DeSiano DomainRealty.com LLC

    3134 Santorini Ct, Naples, FL 34119
  • /31

    $13,500 Per Month

    • 3 Beds
    • 3 Baths
    • 2,990 Sq Ft
    • House for Rent

    3126 Terramar Ct, Naples, FL 34119

    RENTED SEASON 2027 Luxury 3-bedroom + den, 3-bath home featuring high ceilings and a bright open-concept floor plan with upscale finishes throughout. The well-appointed kitchen offers premium appliances, quality cabinetry, and ample counter space, seamlessly connecting to the main living and dining areas. The primary suite includes a private en-suite bathroom and walk-in closet, creating a

    Judy Aeschliman Epique Realty, INC

    3126 Terramar Ct, Naples, FL 34119
  • /45

    $1,512,500

    Sold Dec 02, 2025

    7395 Monteverde Way, Naples, FL 34119

    • 3 Beds
    • 3.5 Baths
    • 2,551 Sq Ft
    • Built 2001

    Last Sold Summary

    • 4% Below List Price
    • $593/SF
    • 7 Days On Market

    Current Estimated Value $1,465,243

    Last Listing Agent Daniel & Marlene Jackson MDM Naples Real Estate LLC

    7395 Monteverde Way, Naples, FL 34119
    • /50

      Est $1,570,472

      Not Listed For Sale

      7529 Lantana Cir, Naples, FL 34119

      • 4 Beds
      • 3.5 Baths
      • 3,158 Sq Ft
      • Built 2013
      7529 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Willie Miranda Premiere Plus Realty Company

  • /39

    $1,790,000

    Pending
    • 4 Beds
    • 4 Baths
    • 3,350 Sq Ft

    7491 Treeline Dr, Naples, FL 34119

    Experience refined Naples living at 7491 Treeline Dr, an impressive 4-bedroom-plus-den residence with 4 full bathrooms and 3,350 square feet of beautifully designed living space. Set within the Olde Cypress community, this home offers a thoughtful blend of elegant finishes, warm architectural details, and inviting indoor-outdoor living.The interior is rich with custom detail. Crown moldings

    Adrienne Osinski Berkshire Hathaway FL Realty

    7491 Treeline Dr, Naples, FL 34119
  • /30

    $630,000

    Sold Oct 08, 2025

    3178 Santorini Ct, Naples, FL 34119

    • 2 Beds
    • 2 Baths
    • 2,016 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $312/SF
    • 238 Days On Market

    Current Estimated Value $664,697

    Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

    3178 Santorini Ct, Naples, FL 34119
    • /38

      Est $1,049,024

      Not Listed For Sale

      7307 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,046 Sq Ft
      • Built 2013
      7307 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Deidre McClain John R Wood Properties

  • /29

    $1,825,000

    $170K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,816 Sq Ft

    3105 Terramar Dr, Naples, FL 34119

    Set against a picturesque golf course and lake backdrop with no homes in sight, this beautifully upgraded residence offers refined living in the sought-after community of Olde Cypress. Spanning approximately 2,800 square feet, the home features three bedrooms, a private study, and three full baths, thoughtfully designed for both everyday comfort and effortless entertaining. A grand interior

    Gregory Sofranko William Raveis Real Estate

    3105 Terramar Dr, Naples, FL 34119
  • /36

    $1,600,000

    Sold Dec 04, 2025

    7398 Monteverde Way, Naples, FL 34119

    • 4 Beds
    • 4.5 Baths
    • 2,898 Sq Ft
    • Built 2001

    Last Sold Summary

    • 2% Below List Price
    • $552/SF
    • 34 Days On Market

    Current Estimated Value $1,617,146

    Last Listing Agent Dawn Riefolo Preziosi John R Wood Properties

    7398 Monteverde Way, Naples, FL 34119
    • /42

      Est $1,488,201

      Not Listed For Sale

      7336 Lantana Cir, Naples, FL 34119

      • 4 Beds
      • 2.5 Baths
      • 2,592 Sq Ft
      • Built 2015
      7336 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 148 Days On Market

      Last Listing Agent Deidre McClain John R Wood Properties

  • /23

    $749,900

    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    3155 Santorini Ct, Naples, FL 34119

    This charming 3Br/2Ba detached villa offers the perfect blend of comfort and privacy situated on a private corner lot. This home features a spacious open-concept living and dining area. A bright kitchen with Raised panel Cherry cabinets, ample storage, offers granite countertops, tile backsplash, kitchen island w/ cook-top, wall oven & microwave, and breakfast bar. Great room features plantation

    Pamela Schultz Downing Frye Realty Inc.

    3155 Santorini Ct, Naples, FL 34119
  • /50

    $1,750,000

    Sold Mar 12, 2026

    3133 Terramar Dr, Naples, FL 34119

    • 3 Beds
    • 3 Baths
    • 2,858 Sq Ft
    • Built 2003

    Last Sold Summary

    • 20% Below List Price
    • $612/SF
    • 96 Days On Market

    Current Estimated Value $1,684,965

    Last Listing Agent John Salkowski Real Broker, LLC

    3133 Terramar Dr, Naples, FL 34119
    • /20

      Est $971,959

      Not Listed For Sale

      7327 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,062 Sq Ft
      • Built 2015
      7327 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 304 Days On Market

      Last Listing Agent Gail Defrancesca Serhant-Naples

  • /49

    $3,390,000

    • 4 Beds
    • 5 Baths
    • 5,538 Sq Ft

    3027 Mona Lisa Blvd, Naples, FL 34119

    One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to an amazing opportunity in Da Vinci Estates at Olde Cypress—an exclusive DOUBLE-GATED community known for estate-sized homes and unparalleled privacy. This property has LAKE VIEWS, a RARE FIVE-CAR GARAGE and a GUEST HOUSE. Major 2025 upgrades include: NEW ROOF, GUTTERS, FULL EXTERIOR PAINT, AND HVAC. Designed for

    Dana Price Coldwell Banker Realty

    3027 Mona Lisa Blvd, Naples, FL 34119
  • /39

    $1,005,000

    Sold Mar 31, 2026

    2917 Lone Pine Ln, Naples, FL 34119

    • 2 Beds
    • 2.5 Baths
    • 2,217 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $453/SF
    • 49 Days On Market

    Current Estimated Value $983,365

    Last Listing Agent Deidre McClain John R Wood Properties

    2917 Lone Pine Ln, Naples, FL 34119
    • /35

      Est $1,367,587

      Not Listed For Sale

      7247 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,587 Sq Ft
      • Built 2015
      7247 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Kathryn Zangrilli Broker Brothers LLC

  • /50

    $1,725,000

    Sold Mar 16, 2026

    7255 Lantana Cir, Naples, FL 34119

    • 3 Beds
    • 3.5 Baths
    • 2,876 Sq Ft
    • Built 2015

    Last Sold Summary

    • 5% Below List Price
    • $600/SF
    • 60 Days On Market

    Current Estimated Value $1,691,392

    Last Listing Agent Daniel Grkovich Coldwell Banker Realty

    7255 Lantana Cir, Naples, FL 34119
    • /32

      Est $989,781

      Not Listed For Sale

      7379 Lantana Cir, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,024 Sq Ft
      • Built 2016
      7379 Lantana Cir, Naples, FL 34119

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Deidre McClain John R Wood Properties

  • /46

    $775,000

    Sold Dec 15, 2025

    2878 Lone Pine Ln, Naples, FL 34119

    • 3 Beds
    • 3 Baths
    • 2,407 Sq Ft
    • Built 2005

    Last Sold Summary

    • 30% Below List Price
    • $322/SF
    • 294 Days On Market

    Current Estimated Value $849,235

    Last Listing Agent Rich Zahaba Waterfront Realty Group Inc

    2878 Lone Pine Ln, Naples, FL 34119
    • /40

      Est $1,246,552

      Not Listed For Sale

      7348 Lantana Way, Naples, FL 34119

      • 3 Beds
      • 2.5 Baths
      • 2,586 Sq Ft
      • Built 2013
      7348 Lantana Way, Naples, FL 34119

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Deidre McClain John R Wood Properties

  • /50

    $1,275,000

    Sold Apr 30, 2026

    7480 Treeline Dr, Naples, FL 34119

    • 3 Beds
    • 3 Baths
    • 2,904 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $439/SF
    • 6 Days On Market

    Current Estimated Value $1,282,084

    Last Listing Agent Andy D'Jamoos Premier Sotheby's Int'l Realty

    7480 Treeline Dr, Naples, FL 34119
    • /40

      Est $2,197,142

      Not Listed For Sale

      3015 Mona Lisa Blvd, Naples, FL 34119

      • 4 Beds
      • 3.5 Baths
      • 4,215 Sq Ft
      • Built 2006
      3015 Mona Lisa Blvd, Naples, FL 34119

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

  • /25

    $643,000

    Sold May 20, 2026

    3162 Santorini Ct, Naples, FL 34119

    • 3 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $340/SF
    • 135 Days On Market

    Current Estimated Value $667,183

    Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

    3162 Santorini Ct, Naples, FL 34119
    • /34

      Est $1,037,643

      Not Listed For Sale

      3145 Terramar Dr, Naples, FL 34119

      • 2 Beds
      • 3 Baths
      • 2,314 Sq Ft
      • Built 2003
      3145 Terramar Dr, Naples, FL 34119

      Last Sold Summary

      • 316 Days On Market

      Last Listing Agent John Bartis Premiere Plus Realty Company

  • /36

    $1,735,000

    Sold Jan 30, 2026

    7450 Lantana Cir, Naples, FL 34119

    • 4 Beds
    • 3.5 Baths
    • 3,153 Sq Ft
    • Built 2015

    Last Sold Summary

    • $550/SF
    • 1 Day On Market

    Current Estimated Value $1,704,443

    Last Listing Agent Deidre McClain John R Wood Properties

    7450 Lantana Cir, Naples, FL 34119
    • /48

      Est $2,420,896

      Not Listed For Sale

      2814 Wild Orchid Ct, Naples, FL 34119

      • 4 Beds
      • 4.5 Baths
      • 4,338 Sq Ft
      • Built 2006
      2814 Wild Orchid Ct, Naples, FL 34119

      Last Sold Summary

      • 68 Days On Market

      Last Listing Agent Mike Monge Keller Williams Elevate Luxury

  • /20

    $1,099,000

    Sold Feb 24, 2026

    3068 Terramar Dr, Naples, FL 34119

    • 3 Beds
    • 2 Baths
    • 2,007 Sq Ft
    • Built 2005

    Last Sold Summary

    • $548/SF
    • 3 Days On Market

    Current Estimated Value $1,083,435

    Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

    3068 Terramar Dr, Naples, FL 34119
    • /33

      Est $1,276,058

      Not Listed For Sale

      7516 Treeline Dr, Naples, FL 34119

      • 3 Beds
      • 3 Baths
      • 2,706 Sq Ft
      • Built 2004
      7516 Treeline Dr, Naples, FL 34119

      Last Sold Summary

      • 27 Days On Market

      Last Listing Agent Deidre McClain John R Wood Properties

  • /26

    $1,400,000

    Sold Jan 08, 2026

    7291 Lantana Cir, Naples, FL 34119

    • 3 Beds
    • 2.5 Baths
    • 2,587 Sq Ft
    • Built 2013

    Last Sold Summary

    • 7% Below List Price
    • $541/SF
    • 6 Days On Market

    Current Estimated Value $1,489,705

    Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

    7291 Lantana Cir, Naples, FL 34119
    • /40

      Est $2,386,913

      Not Listed For Sale

      2995 Mona Lisa Blvd, Naples, FL 34119

      • 4 Beds
      • 3.5 Baths
      • 4,027 Sq Ft
      • Built 2006
      2995 Mona Lisa Blvd, Naples, FL 34119

      Last Sold Summary

      • 69 Days On Market

      Last Listing Agent Pamela Schultz Downing Frye Realty Inc.

  • /7

    $940,000

    Sold Feb 05, 2026

    2874 Lone Pine Ln, Naples, FL 34119

    • 3 Beds
    • 3 Baths
    • 2,320 Sq Ft
    • Built 2003

    Last Sold Summary

    • 10% Below List Price
    • $405/SF
    • 42 Days On Market

    Current Estimated Value $945,559

    Last Listing Agent Olena Avlas Premiere Plus Realty Company

    2874 Lone Pine Ln, Naples, FL 34119
    • /30

      Est $2,017,157

      Not Listed For Sale

      2944 Mona Lisa Blvd, Naples, FL 34119

      • 4 Beds
      • 3.5 Baths
      • 3,446 Sq Ft
      • Built 2007
      2944 Mona Lisa Blvd, Naples, FL 34119

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Tricia Jenks William Raveis Real Estate

Showing Results 1 - 40, Page 1 of 15

Home Price Trends

Median Sale Price
$1,110,000
Median Single Family Sale Price
$1,110,000
Median 2 Bedroom Sale Price
$630,000
Average Price Per Sq Ft
$469
Number of Homes for Sale
590
Last 12 months Home Sales
50
Months of Supply
1.40
Median List Price
$1,279,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-22%
How to Buy a Home How to Finance a Home How to Sell a Home